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Celebrate PRIDE on a tropical island that is legendary for its laid back style and its open and accepting atmosphere.  Whether you’re looking to party with friends, travel with family, or get lost in the magic of our tropical island, rediscover Key West and discover how one island’s One Human Family philosophy has created one of the most integrated and unique communities in the world.  Show us your pride, we will show you our Key West Pride!

where to stay in key west

  • Vacation Key West

    Vacation Key West is conveniently located in the Key West Ferry Terminal on Grinnell Street in the Seaport area. We offer ferry packages that include roundtrip ferry tickets and accommodations in Key West, at bargain prices; these packages are very popular. A combined experience of some 50 years of living in Key West and we’re delighted to help you navigate this jewel of an island in the Keys! Frommers Guide recommends Vacation Key West when searching for lodging, and they say we are “skilled at finding last minute deals” // Key West Ferry Terminal, 100 Grinnell Street // 800.595.KEYS //

  • Island House Resort for Men

    This clothing-optional resort for men has a poolside cafe and bar, fully equipped gym, sauna, steam room, two Jacuzzis, and an erotic video room. // 1129 Fleming Street // 800-890-6284 //

  • Marriott Beachside

    The Key West Marriott Beachside Hotel is one of the highest rated Key West hotels in the Florida Keys. Stay with us and enjoy all inclusive Key West vacation packages and special deals. This Marriott resort hotel is set on seven lush acres with a tanning beach and waterfront pool for hotel guests. // 3841 North Roosevelt Boulevard // 1-305-296-8100 //

  • Alexander’s Guest House

    This luxurious LGBTA guest house sets the standard for island comfort and style. Complimentary breakfast and happy hour. Pool and hot tub. Multiple sun decks. // 1118 Fleming Street // 800-654-9919 //

  • New Orleans House

    Stay at the center of the Duval action. Located above the world-famous Bourbon Street Pub. Features a men-only, clothing optional pool and Jacuzzi with a tiki bar. Complimentary breakfast. Secure hotel parking. // 724 Duval Street // 305-293-9800 //

  • Equator Resort

    Luxurious all male clothing-optional guesthouse with private grounds, heated pool & hot tub. Elegantly furnished rooms with private baths. Complimentary breakfast & happy hour. High speed internet. It’s always hottest at the Equator! // 818 Fleming Street // 800-305-296-5765 //

Historic Key West Vacation Rentals
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